Sulphur dyestuff



Patented July 3, 1928. s i v i UNITEDSTATES PATENT OFFICE;

LINCOLN M. sH rEn, ormnsnv crrr fiv'nw JERSEY, AssIGNoR T TOWER MANUFAC- TUBING-.00., INC., A CORPORATION OF NEW Y0RK.-

' SULPHUR nYEsTUFr.

No Drawing. Application filed January 18, 1926, Serial No. 82,135

This inventicm relates to a new sulphur turns somewhat greener when oxidized in dyestuff, particularly onefor dyeing cotton the air. 011 after treating with chrome goodsfin colors ranging from tan to greenish copper and acetic acid, the change in shadd hronz e aud for producing khaki shades, very slight, becoming somewhat darker generally known that when a mixture and greener. oi meta'toluene"diamine and.paraphenylene- The chrome used is either commercial diamine are fused with sulphur, olive to sodium dichromate NaQCrQO QH O, or comkhaki shades are obtained. (See U; S. P. mercial potassium dicliromate KQCr O' 904 809.) The dyestuft is tinctorially Weak The formula for meta-toluene diamine is 10 and too expensivetoallow of its commercial as follows:

use in, dyeing khaki shades; Itis also genl erally known that a mlxture ot meta- G p q i 40 toluene (l11l1'11n and uehydrothio-pa1 a- J tohud ne, when fusedwlth sulphur, gives :1

l'n'oduct insoluble in sodium sulphide and T iol'mulaior dehydmthlopamtoluidine which is not suitable as a sulphur dyestull. loll-0W5:

Now,I have discoveredthat when a. mixy ture of meta-toluene diamine, dehydro- T" tliio-paratoluidine and paraphenyloi e di i 20 amino (or paranitraniline) are fused with n f m a for sulphur, valuable sulphur, colors of very 1 as follows? high tinctorial value are obtained. The p a a a dyestuif products obtained are yellowisha brown powders, insoluble in Water, caustic i i soda solution;v concentrated sulphuric acid Dehydrothio paratoluidine when heated and sulphur chloride. Theyare soluble in withsulphurand paratoluidineis converted sodiumsulfidesolution-witha yellowish-tan into primuline base, as per followin reaccolor, and dye cotton the sameshade, which tion; a a a D paraphenyleuediamine Dehydrothioparatoluidine Pai'atoluidine The following examples will illustrate the 3000 parts of water for several hours, or uninvention til the solution of the melt is complete. I The 70 Ewample 1. mixture is then diluted with water and the it dye-stuff is precipitated with dilute acids. Sixty parts meta-toluene diamine, I l parts It is filtered ofi', dried and ground. dehydro-thi0-toluidine and 16 parts para. V phenylene diamine are heated together with i a a 270 parts of sulphur for eight hours at 215 Forty-five partsmeta -toluene diamine, 20 l to 280 C. When cold the melt is pulverized parts dehydr0thio-toluidine and 25 parts and heated at about 100 C. With 600 parts paraphenylene diamine a-reheated together of crystalline sodium sulfide dissolved in With270 parts of sulphur for 10 hours at Ewarmp le 2.

Fifty parts meta-toluene diamine, 20 parts of primulinc base, and 20 parts paraphenylene diamine are heated together with 290 parts of sulphur at 215 to 230 C. for ten hours and then the melt is worked up in the manner already described.

The proportions of the components and temperatures may be varied within reasonable limits without affecting the solubility of the dyestufi'. Paranitraniline may be substituted for paraphenylene diamine, and primuline base may be substituted for dehydro-thio-paratoluidine, and they are to be considered as equivalents in this patent.

The properties of the new dye or dyes are generally as follows The dyes thus produced dye cotton goods in shades ranging from a tan to a greenishbronze, in a sodium sulphide bath; and the particular shade obtained is, to a certain extent, dependent upon the proportions of the components, the shade being reddened the proportion of metatoluene diamine is increased, and being turned greener as the proportion of dehydr-o-thio-toluidine or parapheny'lenediamine is increased. Generally speaking, if the goods are given an after treatment with chrome, copper and acetic acid, the change in shade is very slight, becoming somewhat darker and greener.

Upon admixture with: sulphur black, fast khaki shades are obtained direct, which change but slightly on after treatment with chrome and copper.

The dyestufi is very valuable in that it is much stronger tinctorially and much less myself to the specific embodiment above described, except as indicated in the appended claims.

I claim 1. A sulphur dyestufi' resulting from the reaction of sulphur on a meta-diamine, a para-diamine, having the characteristics of being insoluble and dehydro-thiotoluidine,

in water but soluble in aqueous sodium sulphide with a yellowish-tan color, and having the propcity of dyeing unmordanted cotton in a bath containing sodium sulphide in shades ranging from tan to greenish-bronze.

2. A sulphur dyestufi resulting from the reaction of meta-toluene diamine, paraphenylene diamine and dehydro-thiotoluidine. having the characteristics ofbeing insoluble in Water but soluble in aqueous sodium sulphide with a yellowish-tan color, and having the property of dyeing unmordanted cotton in a bath containing sodium sulphide in shades ranging from tan to greenishbronze.

3. A sulphur dyestufi resulting from the reaction of sulphur on meta-toluene diamine, paraphenylene diamine and dehydro-thiotoluidine, having the characteristics of being insoluble in water'hut soluble in aqueous sodium sulphide with a. yellowish-tan color, and having the property of dyeing unmordanted cotton in a bath containing sodium sulphide in shades ranging from tanv to greenish-bronze, which become darker and greener upon after treatment with chrome, copper and acetic acid.

In testimony, that I claim the foregoing, I have hereuntoset my hand this 11th day of January, 1926.

LINCOLN M. SHAFER. 

